Tasting Room/Retail Associate-Assistant Manager

THE WILLIAMSBURG WINERY, LTD.•Williamsburg, VA

11h

About The Position

The Assistant Manager supports the daily operations of the Williamsburg Winery hospitality experience, ensuring exceptional guest service, strong team leadership, and operational excellence across the winery, tasting room, tavern, events, and related venues. This role acts as a hands-on leader, assisting with staff supervision, guest recovery, sales performance, and adherence to brand standards while supporting revenue growth and cost control initiatives.

Requirements

Minimum 2–3 years of hospitality management or supervisory experience (winery, restaurant, hotel, or resort preferred)
Strong guest service mindset with a passion for hospitality and wine culture
Working knowledge of food & beverage operations
Virginia ABC Manager Certification (or ability to obtain)
Excellent communication, organization, and problem-solving skills
Ability to multitask and lead in a fast-paced environment
Flexible availability including weekends, holidays, and special events
Ability to stand and walk for extended periods
Lift and carry up to 40 lbs (cases of wine, supplies, etc.)
Work both indoors and outdoors in varying weather conditions

Responsibilities

Champion an elevated, welcoming, and memorable guest experience at all times
Actively engage with guests, resolving concerns and executing service recovery when needed
Uphold Williamsburg Winery service standards, brand values, and hospitality culture
Support wine education, storytelling, and experiential guest interactions
Assist with daily opening and closing procedures across assigned venues
Serve as Manager on Duty (MOD) during assigned shifts
Ensure compliance with health, safety, alcohol service (VA ABC), and company policies
Monitor cleanliness, organization, and presentation of all guest-facing areas
Support coordination between Front of House, Back of House, Events, and Hotel teams
Supervise, coach, and support hourly team members
Lead pre-shift huddles and reinforce daily priorities, promotions, and service focus
Assist with onboarding and training of new hires
Foster a positive, accountable, and team-oriented work environment
Step in to cover shifts or assist departments as business needs require
Drive wine, food, beverage, and retail sales through engagement and upselling
Support wine club membership growth and promotional initiatives
Assist with inventory oversight, par levels, and product rotation
Monitor labor efficiency and assist with scheduling as directed
Assist with daily reports, cash handling, and POS reconciliation
Document incidents, guest feedback, and operational issues
Support special projects, events, and seasonal initiatives